C(sp<sup>3</sup>)–H functionalizations of light hydrocarbons using decatungstate photocatalysis in flow

doi:10.1126/science.abb4688

GSTDTAP > 气候变化

DOI	10.1126/science.abb4688
	C(sp³)–H functionalizations of light hydrocarbons using decatungstate photocatalysis in flow
	Gabriele Laudadio; Yuchao Deng; Klaas van der Wal; Davide Ravelli; Manuel Nuño; Maurizio Fagnoni; Duncan Guthrie; Yuhan Sun; Timothy Noël
	2020-07-03
发表期刊	Science
出版年	2020
英文摘要	Adding small alkyl groups to complex molecules usually relies on alkyl halide reagents. Laudadio et al. now report a convenient method to add ethane and propane directly across conjugated olefins with no prefunctionalization or byproducts (see the Perspective by Oksdath-Mansilla). The C–H bond scission in this hydroalkylation is accomplished by a decatungstate photocatalyst that also acts as a hydrogen atom transfer agent to complete the process. The reaction, optimized under flow conditions, works with methane as well, albeit with lower efficiency. Science , this issue p. [92][1]; see also p. [34][2] Direct activation of gaseous hydrocarbons remains a major challenge for the chemistry community. Because of the intrinsic inertness of these compounds, harsh reaction conditions are typically required to enable C(sp3)–H bond cleavage, barring potential applications in synthetic organic chemistry. Here, we report a general and mild strategy to activate C(sp3)–H bonds in methane, ethane, propane, and isobutane through hydrogen atom transfer using inexpensive decatungstate as photocatalyst at room temperature. The corresponding carbon-centered radicals can be effectively trapped by a variety of Michael acceptors, leading to the corresponding hydroalkylated adducts in good isolated yields and high selectivity (38 examples). [1]: /lookup/doi/10.1126/science.abb4688 [2]: /lookup/doi/10.1126/science.abc6168
领域	气候变化 ; 资源环境
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引用统计
文献类型	期刊论文
条目标识符	http://119.78.100.173/C666/handle/2XK7JSWQ/281891
专题	气候变化资源环境科学
推荐引用方式 GB/T 7714	Gabriele Laudadio,Yuchao Deng,Klaas van der Wal,等. C(sp³)–H functionalizations of light hydrocarbons using decatungstate photocatalysis in flow[J]. Science,2020.
APA	Gabriele Laudadio.,Yuchao Deng.,Klaas van der Wal.,Davide Ravelli.,Manuel Nuño.,...&Timothy Noël.(2020).C(sp³)–H functionalizations of light hydrocarbons using decatungstate photocatalysis in flow.Science.
MLA	Gabriele Laudadio,et al."C(sp³)–H functionalizations of light hydrocarbons using decatungstate photocatalysis in flow".Science (2020).